skip to main content
DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Photo-generated reactive oxygen species assisted tandem amine homocoupling and amine-alcohol cross-coupling reaction on mesoporous spinel cobalt oxide

Authors:
; ; ; ; ; ORCiD logo
Publication Date:
Sponsoring Org.:
USDOE
OSTI Identifier:
1602891
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
Applied Catalysis B: Environmental
Additional Journal Information:
Journal Name: Applied Catalysis B: Environmental Journal Volume: 268 Journal Issue: C; Journal ID: ISSN 0926-3373
Publisher:
Elsevier
Country of Publication:
Netherlands
Language:
English

Citation Formats

Kapuge, Tharindu Kankanam, Thalgaspitiya, Wimalika R. K., Rathnayake, Dinithi, He, Junkai, Kerns, Peter, and Suib, Steven L. Photo-generated reactive oxygen species assisted tandem amine homocoupling and amine-alcohol cross-coupling reaction on mesoporous spinel cobalt oxide. Netherlands: N. p., 2020. Web. https://doi.org/10.1016/j.apcatb.2019.118386.
Kapuge, Tharindu Kankanam, Thalgaspitiya, Wimalika R. K., Rathnayake, Dinithi, He, Junkai, Kerns, Peter, & Suib, Steven L. Photo-generated reactive oxygen species assisted tandem amine homocoupling and amine-alcohol cross-coupling reaction on mesoporous spinel cobalt oxide. Netherlands. https://doi.org/10.1016/j.apcatb.2019.118386
Kapuge, Tharindu Kankanam, Thalgaspitiya, Wimalika R. K., Rathnayake, Dinithi, He, Junkai, Kerns, Peter, and Suib, Steven L. Wed . "Photo-generated reactive oxygen species assisted tandem amine homocoupling and amine-alcohol cross-coupling reaction on mesoporous spinel cobalt oxide". Netherlands. https://doi.org/10.1016/j.apcatb.2019.118386.
@article{osti_1602891,
title = {Photo-generated reactive oxygen species assisted tandem amine homocoupling and amine-alcohol cross-coupling reaction on mesoporous spinel cobalt oxide},
author = {Kapuge, Tharindu Kankanam and Thalgaspitiya, Wimalika R. K. and Rathnayake, Dinithi and He, Junkai and Kerns, Peter and Suib, Steven L.},
abstractNote = {},
doi = {10.1016/j.apcatb.2019.118386},
journal = {Applied Catalysis B: Environmental},
number = C,
volume = 268,
place = {Netherlands},
year = {2020},
month = {7}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record
https://doi.org/10.1016/j.apcatb.2019.118386

Citation Metrics:
Cited by: 1 work
Citation information provided by
Web of Science

Save / Share:

Works referenced in this record:

Highly Efficient Oxidation of Amines to Imines by Singlet Oxygen and Its Application in Ugi-Type Reactions
journal, October 2009

  • Jiang, Gaoxi; Chen, Jian; Huang, Jie-Sheng
  • Organic Letters, Vol. 11, Issue 20
  • DOI: 10.1021/ol9018166

X-ray analysis of ZnO nanoparticles by Williamson–Hall and size–strain plot methods
journal, January 2011


Porous single-crystalline CdS nanosheets as efficient visible light catalysts for aerobic oxidative coupling of amines to imines
journal, January 2013

  • Zhao, Weiwei; Liu, Cuibo; Cao, Liming
  • RSC Advances, Vol. 3, Issue 45
  • DOI: 10.1039/c3ra43929a

Imines, enamines and oximes
journal, January 2000

  • Adams, Joseph P.
  • Journal of the Chemical Society, Perkin Transactions 1, Issue 2
  • DOI: 10.1039/a808142e

Cyclohexane oxidation catalyzed by manganese oxide octahedral molecular sieves—Effect of acidity of the catalyst
journal, March 2009

  • Kumar, Ranjit; Sithambaram, Shanthakumar; Suib, Steven L.
  • Journal of Catalysis, Vol. 262, Issue 2
  • DOI: 10.1016/j.jcat.2009.01.007

On the Origin of the Cobalt Particle Size Effects in Fischer−Tropsch Catalysis
journal, April 2009

  • den Breejen, J. P.; Radstake, P. B.; Bezemer, G. L.
  • Journal of the American Chemical Society, Vol. 131, Issue 20
  • DOI: 10.1021/ja901006x

Redox Properties of CeO 2 at Low Temperature: The Direct Synthesis of Imines from Alcohol and Amine
journal, November 2014

  • Tamura, Masazumi; Tomishige, Keiichi
  • Angewandte Chemie International Edition, Vol. 54, Issue 3
  • DOI: 10.1002/anie.201409601

Protocols for the Catalytic Oxidation of Primary Amines to Imines: Protocols for the Catalytic Oxidation of Primary Amines to Imines
journal, June 2013


Visible light mediated homo- and heterocoupling of benzyl alcohols and benzyl amines on polycrystalline cadmium sulfide
journal, January 2012

  • Mitkina, Tatiana; Stanglmair, Christoph; Setzer, Wolfgang
  • Organic & Biomolecular Chemistry, Vol. 10, Issue 17
  • DOI: 10.1039/c2ob07053g

A general approach to crystalline and monomodal pore size mesoporous materials
journal, December 2013

  • Poyraz, Altug S.; Kuo, Chung-Hao; Biswas, Sourav
  • Nature Communications, Vol. 4, Issue 1
  • DOI: 10.1038/ncomms3952

Synthesis and photocatalytic activity of mesoporous TiO2 with the surface area, crystallite size, and pore size
journal, December 2007

  • Kim, Dong Suk; Han, Shin Jung; Kwak, Seung-Yeop
  • Journal of Colloid and Interface Science, Vol. 316, Issue 1
  • DOI: 10.1016/j.jcis.2007.07.037

Tandem catalysis: Direct catalytic synthesis of imines from alcohols using manganese octahedral molecular sieves
journal, January 2008


The generation of singlet oxygen by a lithium-tin-phosphorus catalyst
journal, August 1978


Singlet oxygen formation in photocatalytic TiO2 aqueous suspension
journal, January 2004

  • Nosaka, Yoshio; Daimon, Toshihiro; Nosaka, Atsuko Y.
  • Physical Chemistry Chemical Physics, Vol. 6, Issue 11
  • DOI: 10.1039/b405084c

Electrochemical Alcohol Oxidation Mediated by TEMPO-like Nitroxyl Radicals
journal, January 2017

  • Ciriminna, Rosaria; Ghahremani, Mina; Karimi, Babak
  • ChemistryOpen, Vol. 6, Issue 1
  • DOI: 10.1002/open.201600086

Cobalt-Catalyzed Acceptorless Alcohol Dehydrogenation: Synthesis of Imines from Alcohols and Amines
journal, January 2013

  • Zhang, Guoqi; Hanson, Susan K.
  • Organic Letters, Vol. 15, Issue 3
  • DOI: 10.1021/ol303479f

Preparation of nanocrystalline metal oxide powders with the surfactant-mediated method
journal, October 2002


Non-precious Co3O4 nano-rod electrocatalyst for oxygenreduction reaction in anion-exchange membranefuelcells
journal, January 2012

  • Xu, Jianbo; Gao, Ping; Zhao, T. S.
  • Energy Environ. Sci., Vol. 5, Issue 1
  • DOI: 10.1039/C1EE01431E

Remarkable Effect of Pore Size on the Catalytic Activity of Mesoporous Silica for the Acetalization of Cyclohexanone with Methanol
journal, October 2003

  • Iwamoto, Masakazu; Tanaka, Yasuhiro; Sawamura, Naoki
  • Journal of the American Chemical Society, Vol. 125, Issue 43
  • DOI: 10.1021/ja0375129

Visible-Light-Driven Aerobic Oxidation of Amines to Nitriles over Hydrous Ruthenium Oxide Supported on TiO 2
journal, November 2014

  • Ovoshchnikov, Daniil S.; Donoeva, Baira G.; Golovko, Vladimir B.
  • ACS Catalysis, Vol. 5, Issue 1
  • DOI: 10.1021/cs501186n

Synthesis and enhanced photoelectrocatalytic activity of p–n junction Co3O4/TiO2 nanotube arrays
journal, January 2013


One-pot synthesis of imines from alcohols and amines with TiO2 loading Pt nanoparticles under UV irradiation
journal, January 2011

  • Shiraishi, Yasuhiro; Ikeda, Makoto; Tsukamoto, Daijiro
  • Chemical Communications, Vol. 47, Issue 16
  • DOI: 10.1039/c0cc05615d

Photoactive Zn–air batteries using spinel-type cobalt oxide as a bifunctional photocatalyst at the air cathode
journal, January 2019

  • Tomon, Chanikarn; Sarawutanukul, Sangchai; Duangdangchote, Salatan
  • Chemical Communications, Vol. 55, Issue 42
  • DOI: 10.1039/C9CC01876J

Surface chemistry modulated introduction of multifunctionality within Co 3 O 4 nanocubes
journal, January 2015

  • Pal, Monalisa; Singh, Ashutosh Kumar; Rakshit, Rupali
  • RSC Advances, Vol. 5, Issue 21
  • DOI: 10.1039/C4RA12901F

Designed synthesis of mesoporous solids via nonionic-surfactant-templating approach
journal, January 2007

  • Wan, Ying; Shi, Yifeng; Zhao, Dongyuan
  • Chem. Commun., Issue 9
  • DOI: 10.1039/B610570J

Probing Interfacial Electrochemistry on a Co 3 O 4 Water Oxidation Catalyst Using Lab-Based Ambient Pressure X-ray Photoelectron Spectroscopy
journal, December 2017

  • Zhang, Xueqiang; Chen, Yong-Siou; Kamat, Prashant V.
  • The Journal of Physical Chemistry C, Vol. 122, Issue 25
  • DOI: 10.1021/acs.jpcc.8b01012

Facile synthesis of Co3O4 with different morphologies loaded on amine modified graphene and their application in supercapacitors
journal, November 2016


Rational Design of 1-D Co3O4 Nanofibers@Low content Graphene Composite Anode for High Performance Li-Ion Batteries
journal, March 2017

  • Cho, Su-Ho; Jung, Ji-Won; Kim, Chanhoon
  • Scientific Reports, Vol. 7, Issue 1
  • DOI: 10.1038/srep45105

X-ray Absorption Spectroscopic Study of Brønsted, Lewis, and Redox Centers in Cobalt-Substituted Aluminum Phosphate Catalysts
journal, January 1996

  • Barrett, Philip A.; Sankar, Gopinathan; Catlow, C. Richard A.
  • The Journal of Physical Chemistry, Vol. 100, Issue 21
  • DOI: 10.1021/jp953034f

Electronic Structure and Bonding in Co-Based Single and Mixed Valence Oxides: A Quantum Chemical Perspective
journal, March 2016


Correlation between catalytic activity and catalytic surface area of a Pt/Al2O3 DOC: An experimental and microkinetic modeling study
journal, September 2014


Selective Formation of Imines by Aerobic Photocatalytic Oxidation of Amines on TiO 2
journal, March 2011

  • Lang, Xianjun; Ji, Hongwei; Chen, Chuncheng
  • Angewandte Chemie International Edition, Vol. 50, Issue 17
  • DOI: 10.1002/anie.201007056

Meso- and macroporous coral-like Co3O4 for VOCs gas sensor
journal, November 2015


Highly efficient aerobic oxidation of various amines using Pd 3 Pb intermetallic compounds as catalysts
journal, January 2014

  • Furukawa, Shinya; Suga, Akifusa; Komatsu, Takayuki
  • Chem. Commun., Vol. 50, Issue 25
  • DOI: 10.1039/C4CC00024B

One-dimensional porous nanofibers of Co3O4 on the carbon matrix from human hair with superior lithium ion storage performance
journal, July 2015

  • Tan, Yanli; Gao, Qiuming; Yang, Chunxiao
  • Scientific Reports, Vol. 5, Issue 1
  • DOI: 10.1038/srep12382

Aerobic oxidation of amines to imines catalyzed by bulk gold powder and by alumina-supported gold
journal, November 2008


Green oxidations. The use of potassium permanganate supported on manganese dioxide
journal, December 2004


Catalytic Aerobic Dehydrogenation of Nitrogen Heterocycles Using Heterogeneous Cobalt Oxide Supported on Nitrogen-Doped Carbon
journal, September 2015


Novel three-dimensional Co3O4 dendritic superstructures: hydrothermal synthesis, formation mechanism and magnetic properties
journal, January 2013

  • Zhang, Liangmiao; Zhao, Xin; Ma, Wenjing
  • CrystEngComm, Vol. 15, Issue 7
  • DOI: 10.1039/c2ce26374b

Singlet Oxygen Generation by Cyclometalated Complexes and Applications
journal, December 2013

  • Ashen-Garry, David; Selke, Matthias
  • Photochemistry and Photobiology, Vol. 90, Issue 2
  • DOI: 10.1111/php.12211

Conversion of electrodeposited Co(OH)2 to CoOOH and Co3O4, and comparison of their catalytic activity for the oxygen evolution reaction
journal, September 2014


Catalytic activity of mesoporous cobalt oxides with controlled porosity and crystallite sizes: Evaluation using the reduction of 4-nitrophenol
journal, December 2016


Convenient and clean synthesis of imines from primary benzylamines
journal, January 2010

  • Chu, Guobiao; Li, Chunbao
  • Organic & Biomolecular Chemistry, Vol. 8, Issue 20
  • DOI: 10.1039/c0ob00043d

Densities, Viscosities, and Relative Permittivities for Pentane + 1-Alcohols (C 1 to C 12 ) at 298.15 K
journal, March 1998

  • Sastry, Nandhibatla V.; Valand, Mahendra K.
  • Journal of Chemical & Engineering Data, Vol. 43, Issue 2
  • DOI: 10.1021/je9701801

Advances in the Development of Novel Cobalt Fischer−Tropsch Catalysts for Synthesis of Long-Chain Hydrocarbons and Clean Fuels
journal, May 2007

  • Khodakov, Andrei Y.; Chu, Wei; Fongarland, Pascal
  • Chemical Reviews, Vol. 107, Issue 5
  • DOI: 10.1021/cr050972v

One-Pot Synthesis of Imines and Secondary Amines by Pd-Catalyzed Coupling of Benzyl Alcohols and Primary Amines
journal, April 2009

  • Kwon, Min Serk; Kim, Sungjin; Park, Sungho
  • The Journal of Organic Chemistry, Vol. 74, Issue 7
  • DOI: 10.1021/jo8026609

Recent Advances in Aerobic Oxidation of Alcohols and Amines to Imines
journal, September 2015


Surface Structure Dependent Electrocatalytic Activity of Co3O4 Anchored on Graphene Sheets toward Oxygen Reduction Reaction
journal, July 2013

  • Xiao, Junwu; Kuang, Qin; Yang, Shihe
  • Scientific Reports, Vol. 3, Issue 1
  • DOI: 10.1038/srep02300

Metal-free aerobic oxidative coupling of amines to imines
journal, January 2011

  • Liu, Lianghui; Zhang, Siyu; Fu, Xuefeng
  • Chemical Communications, Vol. 47, Issue 36
  • DOI: 10.1039/c1cc13202d

Structural insights into the mechanism of amine oxidation by monoamine oxidases A and B
journal, August 2007

  • Edmondson, Dale E.; Binda, Claudia; Mattevi, Andrea
  • Archives of Biochemistry and Biophysics, Vol. 464, Issue 2
  • DOI: 10.1016/j.abb.2007.05.006

EPR studies of copper(II) and cobalt(II) complexes of adriamycin
journal, June 1987


La0.1Ca0.9MnO3/Co3O4 for oxygen reduction and evolution reactions (ORER) in alkaline electrolyte
journal, January 2018

  • Paulraj, Alagar Raj; Kiros, Yohannes
  • Journal of Solid State Electrochemistry, Vol. 22, Issue 6
  • DOI: 10.1007/s10008-017-3862-2

A General Aminocatalytic Method for the Synthesis of Aldimines
journal, January 2014

  • Morales, Sara; Guijarro, Fernando G.; García Ruano, José Luis
  • Journal of the American Chemical Society, Vol. 136, Issue 3
  • DOI: 10.1021/ja4111418

Characterization of Photo-Induced Charge Transfer and Hot Carrier Relaxation Pathways in Spinel Cobalt Oxide (Co 3 O 4 )
journal, September 2014

  • Jiang, Chang-Ming; Baker, L. Robert; Lucas, J. Matthew
  • The Journal of Physical Chemistry C, Vol. 118, Issue 39
  • DOI: 10.1021/jp5071133

Understanding Organic Reaction Mechanisms (Jacobs, Adam)
journal, February 1999


Supported Cobalt Oxide Nanoparticles As Catalyst for Aerobic Oxidation of Alcohols in Liquid Phase
journal, February 2011

  • Zhu, Junjiang; Kailasam, Kamalakannan; Fischer, Anna
  • ACS Catalysis, Vol. 1, Issue 4
  • DOI: 10.1021/cs100153a

Preparation and characterization of mesoporous silica supported cobalt oxide as a catalyst for the oxidation of cyclohexanol
journal, June 2012

  • Taghavimoghaddam, Jamileh; Knowles, Gregory P.; Chaffee, Alan L.
  • Journal of Molecular Catalysis A: Chemical, Vol. 358
  • DOI: 10.1016/j.molcata.2012.02.014

A ball-milling strategy for the synthesis of benzothiazole, benzimidazole and benzoxazole derivatives under solvent-free conditions
journal, January 2014

  • Sharma, Hemant; Singh, Narinder; Jang, Doo Ok
  • Green Chem., Vol. 16, Issue 12
  • DOI: 10.1039/C4GC01142B

Copper(0)-catalyzed aerobic oxidative synthesis of imines from amines under solvent-free conditions
journal, January 2012

  • Patil, Rajendra D.; Adimurthy, Subbarayappa
  • RSC Advances, Vol. 2, Issue 12
  • DOI: 10.1039/c2ra20339a

A Review: Fundamental Aspects of Silicate Mesoporous Materials
journal, December 2012


Visible light-induced selective photocatalytic aerobic oxidation of amines into imines on Cu/graphene
journal, January 2015

  • Zhai, Zhao-Yang; Guo, Xiao-Ning; Jin, Guo-Qiang
  • Catalysis Science & Technology, Vol. 5, Issue 8
  • DOI: 10.1039/C5CY00395D